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| Australian Open | ||
| Surface: Hard | Date: Jan. 15 - Jan. 29 | Seed: 18 |
| Round | Opponent | W / L | Result |
| First Round | Bernabe Zapata Miralles | Win | 7-6 (7-3), 6-2, 6-0 |
| Second Round | Jason Kubler | Win | 6-4, 5-7, 6-4, 6-2 |
| Third Round | Frances Tiafoe | Win | 6-3, 6-4, 3-6, 7-6(11-9) |
| Fourth Round | Yoshihito Nishioka | Win | 6-0, 6-0, 7-6 (7-4) |
| Quarterfinals | Sebastian Korda | Win | 7-6 (7-5), 6-3, 3-0 Retired |
| Semifinals | Stefanos Tsitsipas |
| Adelaide International 2 | ||
| Surface: Hard | Date: Jan. 8 - Jan. 14 | Seed: 3 |
| Round | Opponent | W / L | Result |
| First Round | Bye | ||
| Second Round | Marc-Andrea Huesler | Win | 6-4, 6-4 |
| Quarterfinals | Jack Draper | Loss | 4-6, 6-7 (3-7) |
| Adelaide International 1 | ||
| Surface: Hard | Date: Jan. 2 - Jan. 8 | Seed: 8 |
| Round | Opponent | W / L | Result |
| First Round | Pedro Cachin | Win | 6-2, 6-4 |
| Second Round | Jack Draper | Win | 6-4, 6-2 |
| Quarterfinals | Daniil Medvedev | Loss | 3-6, 3-6 |
